IP Library Granted Patent US 12,201,601
Granted Patent B2
US 12,201,601 · App. 18/055,017 · Granted Jan 21, 2025

Treatment for obesity

Inventors: Moise A. Khayrallah (Morrisville, NC); Gary Bream (Cary, NC); Stephen E. Butts (Holly Springs, NC)
Assignees: AXSOME MALTA LTD.; SK BIOPHARMACEUTICALS CO., LTD.
A61K31/27A61K9/0053A61K9/48
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Quick Facts
Patent No.
US 12,201,601
App. No.
18/055,017
Granted
Jan 21, 2025
Kind
B2
Abstract

The present invention relates to a method for treating or preventing obesity in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of certain carbamate compounds. The invention further relates to methods for reducing body weight and/or reducing food intake in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of certain carbamate compounds.

Claims (48)

1. A method for treating pathological eating in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of Formula (I):

or a pharmaceutically acceptable salt or ester thereof;

wherein R is a member selected from the group consisting of alkyl of 1 to 8 carbon atoms, halogen, alkoxy of 1 to 3 carbon atoms, nitro, hydroxy, trifluoromethyl, and thioalkoxy of 1 to 3 carbon atoms;

x is 0;

R 1 and R 2 are hydrogen;

thereby treating the pathological eating.

2. A method for reducing or preventing body weight gain in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of Formula (I):

or a pharmaceutically acceptable salt or ester thereof;

wherein R is a member selected from the group consisting of alkyl of 1 to 8 carbon atoms, halogen, alkoxy of 1 to 3 carbon atoms, nitro, hydroxy, trifluoromethyl, and thioalkoxy of 1 to 3 carbon atoms;

x is 0;

R 1 and R2 are hydrogen;

wherein the subject reduces body weight or prevents body weight gain.

3. A method for decreasing food consumption in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of Formula (I):

or a pharmaceutically acceptable salt or ester thereof;

wherein R is a member selected from the group consisting of alkyl of 1 to 8 carbon atoms, halogen, alkoxy of 1 to 3 carbon atoms, nitro, hydroxy, trifluoromethyl, and thioalkoxy of 1 to 3 carbon atoms;

x is 0;

R 1 and R 2 are hydrogen;

wherein the subject reduces food intake.

4. The method of claim 1 , wherein the compound of Formula I is an enantiomer of Formula I substantially free of other enantiomers or an enantiomeric mixture wherein one enantiomer of Formula I predominates.

5. The method of claim 4 , wherein the enantiomer of Formula I substantially free of other enantiomers is the compound of Formula Ib or an enantiomeric mixture wherein the compound of Formula Ib predominates:

or a pharmaceutically acceptable salt or ester thereof.

6. The method of claim 5 , wherein the compound of Formula Ib predominates to the extent of about 98% or greater.

7. The method of claim 1 , wherein the compound of Formula I is administered orally.

8. The method of claim 1 , wherein the compound of Formula I is administered in the form of a capsule or tablet at a dose of about 10 mg to about 1000 mg without any excipients.

9. The method of claim 2 , wherein the compound of Formula I is an enantiomer of Formula I substantially free of other enantiomers or an enantiomeric mixture wherein one enantiomer of Formula I predominates.

10. The method of claim 9 , wherein the enantiomer of Formula I substantially free of other enantiomers is the compound of Formula Ib or an enantiomeric mixture wherein the compound of Formula Ib predominates:

or a pharmaceutically acceptable salt or ester thereof.

11. The method of claim 10 , wherein the compound of Formula Ib predominates to the extent of about 98% or greater.

12. The method of claim 2 , wherein the compound of Formula I is administered orally.

13. The method of claim 2 , wherein the compound of Formula I is administered in the form of a capsule or tablet at a dose of about 10 mg to about 1000 mg without any excipients.

14. The method of claim 3 , wherein the compound of Formula I is an enantiomer of Formula I substantially free of other enantiomers or an enantiomeric mixture wherein one enantiomer of Formula I predominates.

15. The method of claim 14 , wherein the enantiomer of Formula I substantially free of other enantiomers is the compound of Formula Ib or an enantiomeric mixture wherein the compound of Formula Ib predominates:

or a pharmaceutically acceptable salt or ester thereof.

16. The method of claim 15 , wherein the compound of Formula Ib predominates to the extent of about 98% or greater.

17. The method of claim 3 , wherein the compound of Formula I is administered orally.

18. The method of claim 3 , wherein the compound of Formula I is administered in the form of a capsule or tablet at a dose of about 10 mg to about 1000 mg without any excipients.

19. A method for treating obesity in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of Formula (I):

or a pharmaceutically acceptable salt or ester thereof;

wherein R is a member selected from the group consisting of alkyl of 1 to 8 carbon atoms, halogen, alkoxy of 1 to 3 carbon atoms, nitro, hydroxy, trifluoromethyl, and thioalkoxy of 1 to 3 carbon atoms;

x is 0; and

R 1 and R 2 are hydrogen;

thereby treating the obesity.

20. The method of claim 19 , wherein the compound of Formula I is an enantiomer of Formula I substantially free of other enantiomers or an enantiomeric mixture wherein one enantiomer of Formula I predominates.

21. The method of claim 20 , wherein the enantiomer of Formula I substantially free of other enantiomers is the compound of Formula Ib or an enantiomeric mixture wherein the compound of Formula Ib predominates:

or a pharmaceutically acceptable salt or ester thereof.

22. The method of claim 21 , wherein the compound of Formula Ib predominates to the extent of about 98% or greater.

23. The method of claim 19 , wherein the compound of Formula I is administered orally.

24. The method of claim 19 , wherein the compound of Formula I is administered in the form of a capsule at a dose of about 10 mg to about 1000 mg without any excipients.

Assignments (2)
SECURITY INTEREST Recorded May 9, 2025
From: AXSOME THERAPEUTICS, INC.; AXSOME MALTA LTD.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 071247/0836 →
SECURITY INTEREST Recorded Sep 9, 2024
From: AXSOME MALTA LTD
To: HERCULES CAPITAL, INC.
Reel/Frame 068900/0023 →
Continuity (7)
Continuation 17028674 · Sep 22, 2020
Continuation 16144247 · Sep 27, 2018
Continuation 15594070 · May 12, 2017
Continuation 14955646 · Dec 1, 2015
Continuation 14334694 · Jul 18, 2014
Provisional Application 61847593 · Jul 18, 2013
Related Publication 20230172896A1 · Jun 8, 2023
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